206269-25-2

Basic information

• Product Name: methyl 2,3,5-tri-O-acetyl-β-L-ribofuranoside
• Synonyms: methyl 2,3,5-tri-O-acetyl-β-L-ribofuranoside
• CAS NO: 206269-25-2
• Molecular Weight: 290.27
• Mol File: 206269-25-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: methyl 2,3,5-tri-O-acetyl-β-L-ribofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,3,5-tri-O-acetyl-β-L-ribofuranoside(206269-25-2)
• EPA Substance Registry System: methyl 2,3,5-tri-O-acetyl-β-L-ribofuranoside(206269-25-2)

Safety Data

• Hazardous Substances Data: 206269-25-2(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 24259-59-4 L-ribose 
• 108-24-7 acetic anhydride 
• 52689-56-2 methyl β-L-ribofuranoside 
• 75-36-5 acetyl chloride 
• 110415-62-8 methyl 2,3,5-tri-O-acetyl-α-L-ribofuranoside 
• 390824-25-6 1,5-di-O-acetyl-3-O-benzyl-2-O-methanesulfonyl-L-arabinofuranose 
• 390824-26-7 methyl 3-O-benzyl-β-L-ribofuranoside 
• 41546-19-4 α-L-lyxose 

Downstream Products

• 144490-03-9 1,2,3,5-tetra-O-acetyl-β-L-ribofuranose 
• 110415-62-8 methyl 2,3,5-tri-O-acetyl-α-L-ribofuranoside 
• 390824-35-8 N²-acetyl-9-(2',3',5'-tri-O-acetyl-β-L-ribofuranosyl)-6-O-diphenylcarbamoylguanine 
• 390824-34-7 9-(2',3',5'-tri-O-acetyl-β-L-ribofuranosyl)-6-N-benzoyladenine 
• 58-61-7 L-adenosine 
• 659722-55-1 1,2,3,5-tetra-O-acetyl-α-L-ribofuranose 

Relevant articles and documents

Reaction kinetics and mechanism of sulfuric acid-catalyzed acetolysis of acylated methyl l-ribofuranosides

The mechanism of the sulfuric acid-catalyzed acetolysis of methyl 2,3,5-tri-O-acetyl- and methyl 2,3,5-tri-O-benzoyl-Lribofuranosides and the accompanying anomerization of both the starting material and the 1,2,3,5-tetra-O-acetyl- and 1-O-acetyl-2,3,5-tri-O-benzoyl-L-ribofuranoses formed was investigated. The progress of the reactions was followed by 1H NMR spectroscopy and the rate constants for the reactions were determined for a proposed kinetic model. The role of H+ and Ac + as the catalytically active species was clarified, proving that the anomerization of the acylated methyl furanosides is activated by protonation, while, on the contrary, the anomerization of the 1-O-acetyl ribofuranoses is activated by the acetyl cation. The anomerization of the acylated methyl furanosides was verified to be activated on the ring oxygen leading to endocyclic CO-bond rupture while the 1O-acetyl ribofuranoses are activated on the acetyloxy group on C(1) leading to exocyclic cleavage.

Monocyclic L-nucleosides, analogs and uses thereof

Novel monocyclic L- nucleoside compounds have general formula (I). Embodiments of these compounds are contemplated to be useful in treating a wide variety of diseases including infections, infestations, neoplasms, and autoimmune diseases. Viewed in terms of mechanism, embodiments of the novel compounds show immunomodulatory activity, and are expected to be useful in modulating the cytokine pattern, including modulation of Th 1 and Th 2 response.

Monocyclic L-Nucleosides, analogs and uses thereof

Novel monocyclic L-Nucleoside compounds have the general formula STR1 Embodiments of these compounds are contemplated to be useful in treating a wide variety of diseases including infections, infestations, neoplasms, and autoimmune diseases. Viewed in terms of mechanism, embodiments of the novel compounds show immunomodulatory activity, and are expected to be useful in modulating the cytokine pattern, including modulation of Th1 and Th2 response.